Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Middlebury, Connecticut

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All Upcoming Local Events

8 Events listed within 15 miles.

60 miles 30 miles 15 miles
  • Apr 1, 2026 (Wed)
Winter Wine Trail - Daisies - Wine Glass Class Painting
Aquila's Nest Vineyards | Newtown, CT
  • Apr 4, 2026 (Sat)
Local Cheese & Wine Pairing
Aquila's Nest Vineyards | Newtown, CT
  • Apr 4, 2026 (Sat)
Distillery Tour & Tasting
Connecticut Distilling Tasting Lounge | Waterbury, CT
  • Apr 8, 2026 (Wed)
Paint & Sip Night At The Twisted Vine Restaurant
Twisted Vine Restaurant | Derby, CT
  • Apr 11, 2026 (Sat)
Distillery Tour & Tasting
Connecticut Distilling Tasting Lounge | Waterbury, CT
  • Apr 17, 2026 (Fri)
Rose Wine Seminar With Jay In Monroe
574 Monroe Turnpike | Monroe, CT
  • Apr 18, 2026 (Sat)
Chocolate Fondue Dip & Sip
Aquila's Nest Vineyards | Newtown, CT
  • Apr 19, 2026 (Sun)
Learn How To Judge Wine Like A Pro!
Tranquillity Vineyard & Winery | Middlebury, CT
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Feel free to browse some additional wine, food and drink content below.

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WSET Diploma Unit D5 Fortified Wine Online Live

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Wines Of Italy: A Complete Overview

Sat, April 4, 2026

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Virtual Tasting

The Wines Of Italy: A Complete Overview

Sat, April 4, 2026

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5 Wine & Food PAIRING MISTAKES That Can RUIN Your Dinner ;)

Mon, March 30, 2026 to Sun, April 5, 2026

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Trip or Vacation

Cruise The Danube With San Pasqual Winery

Mon, April 6, 2026

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Trip or Vacation

7-Night Paris And Normandy (Paris Roundtrip)

Thu, April 9, 2026

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Food & Wine In Aix-en-Provence & The Luberon With A Chef (Multiple Dates)

Sat, April 11, 2026

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Food & Wine Of Lisbon, Porto & The Douro River Valley With A Chef

Sat, April 11, 2026

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Lyonnais & Burgundian Culture, Food & Wine With A Chef (Multiple Dates)

Sat, April 11, 2026

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Chile And Argentina Wine, Culinary, Sightseeing And Culture Tour

Tue, April 14, 2026

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Blind Tasting Terroir: Identifying Wines With A Sense Of Place

Sat, April 25, 2026

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Wine, Food & Drink in Middlebury: Frequently Asked Questions

What is the best source for wine and food events in Middlebury?

For over 25 years, LocalWineEvents.com has been the definitive go-to source for discovering the best wine, food, and drink events in Middlebury. From local wine tastings and boutique dinners to large-scale food festivals, we provide the most comprehensive, expert-curated calendar for Middlebury enthusiasts and professionals.

How can I find upcoming beer and spirits festivals near Middlebury?

LocalWineEvents.com features a dedicated discovery engine for Middlebury that includes craft beer festivals, spirits tastings, and distillery tours. As a leading industry resource since 2000, we ensure our Middlebury listings are updated hourly to help you find the perfect drink experience.